dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate

Base Information

• Chemical Name: dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate
• CAS No.: 1403871-58-8
• Molecular Formula: C₁₅H₁₄BrNO₆
• Molecular Weight: 384.183

Synonyms:dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate

Chemical Property of dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate

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Technology Process of dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate

There total 5 articles about dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

dimethyl diazomalonate (6773-29-1) + methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate (367967-56-4) → dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate (1403871-58-8) + trimethyl 3-bromo-4-phenyl-2,3-dihydroazete-2,2,3-tricarboxylate (1403871-68-0)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; for 0.25h; stereoselective reaction; Reflux; Inert atmosphere;

DOI:10.1016/j.tet.2015.05.022

Reference yield:

dimethyl diazomalonate (6773-29-1) + methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate (367967-56-4) → dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate (1403871-58-8)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 84 ℃; for 0.166667h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c6ob00588h

Reference yield:

4-bromo-5-methoxy-3-phenylisoxazole (99073-85-5) + dimethyl diazomalonate (6773-29-1) → dimethyl 2-[(E)-2-bromo-3-methoxy-3-oxo-1-phenylprop-1-enylimino]malonate (1403871-58-8)

Guidance literature:

With dirhodium tetraacetate; In 1,2-dichloro-ethane; at 84 ℃; for 0.166667h; stereoselective reaction; Inert atmosphere;

DOI:10.1039/c6ob00588h

upstream raw materials:

dimethyl diazomalonate

methyl 2-bromo-3-phenyl-2H-azirine-2-carboxylate

3-phenyl-4H-isoxazol-5-one

4-bromo-5-methoxy-3-phenylisoxazole

Downstream raw materials:

trimethyl 3-bromo-4-phenyl-2,3-dihydroazete-2,2,3-tricarboxylate

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